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Sodium borohydride → HCID 68562257、化合物

HRID 19952
ノート
印刷プレビュー

反応式

HRID 19952 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([Br:16])[C:9]=1[S:10](=[O:15])(=[O:14])[N:11]([CH3:13])[CH3:12])[CH:5]=[O:6].[BH4-].[Na+]>C1COCC1>[Br:16][C:8]1[CH:7]=[C:4]([CH:3]=[C:2]([Br:1])[C:9]=1[S:10](=[O:15])(=[O:14])[N:11]([CH3:12])[CH3:13])[CH2:5][OH:6]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 219768843,5-Dibromo4-(n,n-dimethylsulfamoyl)benzaldehyde

生成物 1

HCID 68562257HCID 68562257、化合物収率 98.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of OBS02013 (5.5 g, 14.21 mmol) in anhydrous THF (50 mL) was added sodium borohydride (0.59 g, 15.63 mmol). The mixture was stirred at room temperature for 4 h, quenched with water (CARE!!) and filtered through a Celite pad. The filtrate was concentrated in vacuo and re-dissolved in DCM (200 mL). The organic layer was washed with brine (2×200 mL), dried (Na2SO4) and filtered. Concentration in vacuo of the combined filtrates gave OBS02015 as a pale yellow oil (5.21 g, 94%). TLC [SiO2, EtOAc-n-hexane (1:1)] Rf=0.55; 1H-NMR (270 MHz, CDCl3)=1.97 (1H, bs, OH), 3.11 (6H, s), 4.63 (2H, s), 7.55 (2H, t, J=1.5).

後処理

  1. customquenched with water (CARE!!)
  2. filtrationfiltered through a Celite pad
  3. concentrationThe filtrate was concentrated in vacuo
  4. dissolutionre-dissolved in DCM (200 mL)
  5. washThe organic layer was washed with brine (2×200 mL)
  6. dry with materialdried (Na2SO4)
  7. filtrationfiltered
  8. concentrationConcentration in vacuo of the combined filtrates

出典と根拠

ORDレコード
ord-7fe4a4ffbd924d9bbb5135475345f8f3
出典データセット
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07745472B2

反応ノート

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